1,6-Dioxaspiro[2.5]octane → HCID 59255048、化合物

HRID 1809345

反応式

HRID 1809345 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:3][CH2:2]1.[O:19]1[C:21]2([CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH2:20]1>CO>[OH:19][C:21]1([CH2:20][N:1]2[CH2:6][CH2:5][CH:4]([CH2:7][NH:8][C:9](=[O:18])[O:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:3][CH2:2]2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

参加物

4

反応物 2

HCID 1604391,6-Dioxaspiro[2.5]octaneHCID 14809798Benzyl (piperidin-4-ylmethyl)carbamate

生成物 1

HCID 59255048HCID 59255048、化合物収率 49.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of benzyl (piperidin-4-ylmethyl)carbamate (7.77 g, 31.3 mmol, prepared according to Bose, D. Subhas et al., Tetrahedron Lett., 1990, 31, 6903) and 1,6-dioxaspiro[2.5]octane (4.29 g, 37.6 mmol, prepared according to Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then, the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol (v/v=20/1) to give 5.60 g (49%) of the title compound as colorless oil.

後処理

  1. temperatureThen, the mixture was refluxed for 8 h
  2. temperatureAfter cooling to room temperature
  3. customthe solvent was removed in vacuo
  4. customThe residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol (v/v=20/1)

出典と根拠

ORDレコード
ord-b2612b5d28144a91bc773913dc8ae9b8
出典データセット
uspto-grants-2013_01
特許番号
US08362038B2

関連ノート

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